Cumberland Vacation Rentals

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In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Cumberland

Outdoor dining
Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.

Cabin in Cumberland

2.0 star property
9.4 out of 10, Exceptional, (6)
"We had a wonderful stay and it was a great place for our summer getaway. "
United States
Melissa R.
Cozy 3-bedroom cabin on beautiful Sand Lake in lovely Cumberland, WI.
Property grounds
Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

Cabin in Turtle Lake

10.0 out of 10, Exceptional, (15)
"Great place to stay and in quiet setting! "
United States
Steve G.
$634 nightly
The price is $695
Dec 1 - Dec 2
Total with taxes and fees
Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino
Fridge, microwave, oven, stovetop
Lake Front 3 Bedroom cabin with FREE use of pontoon.

Cabin in Webster

9.6 out of 10, Exceptional, (105)
"Excellent stay. We had so much fun! The house was cozy, loved the patio area that overlooked the lake. "
United States
Christine J.
Lake Front 3 Bedroom cabin with FREE use of pontoon.
Exterior
Classic Home

Vacation Home in Centuria

8.2 out of 10, Very Good, (34)
"comfortable, clean"
United States
Heather R.
$206 nightly
The price is $217
Nov 30 - Dec 1
Total with taxes and fees
Classic Home
Outdoor spa tub
Cozy Vacation Cottage on the Lake with Hot Tub!

Cabin in Webster

10.0 out of 10, Exceptional, (38)
"We really enjoyed our stay - plenty of room and fun fishing from the dock"
United States
Denise V.
Cozy Vacation Cottage on the Lake with Hot Tub!
Exterior
The Castle on Lake Montanis - Indoor Pool & Arcade House

Cabin in Rice Lake

10.0 out of 10, Exceptional, (2)
"Fabulous time! The kids couldn’t get enough of the pool and it was a perfect set up for the parents to watch and relax while the kids swam. The arcade room also provided hours of entertainment when the kids weren’t swimming. They thoroughly enjoyed the large room with three bunk beds; can’t beat falling asleep to a movie with your friends!The adults had a great time playing pool and we loved the beautiful view off the back patio overlooking the lake. Conveniently located to restaurants and...
United States
Jenny M.
The Castle on Lake Montanis - Indoor Pool & Arcade House
Smart TV, books
Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!

Cabin in Amery

9.6 out of 10, Exceptional, (14)
"The Eleanor is a a pretty, cozy, well-appointed dwelling with a shabby-chic cottage ambience. We stayed one night, after attending a wedding at the Shed, but would have been happy to stay for a long weekend, to explore the countryside around Amery. Winter or summer, this is the perfect place for a family retreat!"
United States
Jennifer K.
$196 nightly
The price is $216
Dec 1 - Dec 2
Total with taxes and fees
Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!
Fridge, microwave, oven, stovetop
Genuine Log Cabin with large yard in a small quaint town across from Fish Lake

Cabin in Siren

9.8 out of 10, Exceptional, (87)
"Very nice cabin. Decorated so lovely. "
United States
Marilyn C.
Genuine Log Cabin with large yard in a small quaint town across from Fish Lake
Dining
Peacefully secluded cabin on a small private lake with 55 Acres

Cabin in Barronett

10.0 out of 10, Exceptional, (58)
"Beautiful place "
United States
Cynthia J.
$210 nightly
The price is $222
Dec 2 - Dec 3
Total with taxes and fees
Peacefully secluded cabin on a small private lake with 55 Acres
Outdoor dining
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!

Vacation Home in Amery

10.0 out of 10, Exceptional, (26)
"We had an awesome stay! Great layout and beautiful outdoor areas."
United States
Anne W.
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!
Fridge, oven, stovetop, coffee/tea maker
Marawaraden Summary:

Cabin in Sarona

2.0 star property
10.0 out of 10, Exceptional, (1)
Marawaraden Summary:
Terrace/patio
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!

Cabin in Amery

9.8 out of 10, Exceptional, (14)
"We very much enjoyed our stay at this peaceful quaint cabin. We would definitely recommend."
United States
Deb C.
$181 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!
Property grounds
Get away from it all and relax on the lake!

Vacation Home in Balsam Lake

9.8 out of 10, Exceptional, (179)
"Great place for a long weekend getaway. "
United States
Britt S.
Get away from it all and relax on the lake!
Property grounds
Lake Home property

Cabin in Luck

9.6 out of 10, Exceptional, (12)
"The place is more of a home than a cabin. Simply beautiful, cozy and comfortable "
United States
Cathy
$269 nightly
The price is $284
Nov 30 - Dec 1
Total with taxes and fees
Lake Home property
Outdoor dining
Sunrise Pines 3BD 2BA

Vacation Home in chetek

10.0 out of 10, Exceptional, (92)
"Everything was updated, organized and great condition. All the amenities we needed were there. Beds were comfortable and the layout was perfect for 3 couples. "
United States
Dennis E.
Sunrise Pines 3BD 2BA
Exterior
Riverfront cabin with kayaks and canoes

Vacation Home in Amery

9.8 out of 10, Exceptional, (116)
"Such a thoughtfully set up property. It was so easy to settle in and have fun with our families."
United States
Madeline N.
Riverfront cabin with kayaks and canoes
Terrace/patio
Come and enjoy cabin in wodzzz with hot tub year round.

Cabin in Webster

2.0 star property
10.0 out of 10, Exceptional, (1)
"It was so welcoming, the stay was super calming and comfortable with the nature surrounding us! The only thing we didn’t like was the bathtub on the listing said functional in the summer, but other than that it was the best vacation a couple could ask for!"
United States
Justin P.
Come and enjoy cabin in wodzzz with hot tub year round.
Exterior
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

Vacation Home in Balsam Lake Village

9.2 out of 10, Wonderful, (34)
"Lovely, cozy house. We enjoyed our stay!"
United States
Geoff P.
$206 nightly
The price is $217
Dec 1 - Dec 2
Total with taxes and fees
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Outdoor dining
Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

Vacation Home in Chetek

10.0 out of 10, Exceptional, (75)
"Great place on the water. Perfect family spot."
United States
Lacy W.
Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!
Exterior
Adorable, private GeoDesic Dome in Siren

Cottage in Siren

9.4 out of 10, Exceptional, (3)
"This was a perfect location and stay experience for us. The geo dome was something new and fun for us and we enjoyed our stay. "
United States
Zeb W.
Adorable, private GeoDesic Dome in Siren
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland Hotel Reviews

Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

10/10 Excellent
"The breakfast pool and hot tub were nice. Rooms are nice as well and property was very quiet and clean"
PERRY 1-night trip
Posted 3 days ago
Northwoods Best Inn -Turtle Lake

Find out more about Cumberland

Everything you need to know about Cumberland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cumberland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, we offer vacation rentals near top sights in Cumberland, or you can select a more remote option if you're looking for relaxation. Cumberland is known for its art.

What are some of the best vacation home rentals in Cumberland?

Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!: This vacation home rental near Cumberland is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Cumberland?

Expedia has 10 vacation rentals for your stay in Cumberland.

What’s there to see and do in Cumberland?

Little Granite Lake and Eagle Point Park are a couple of scenic spots to enjoy the outdoors, whereas The Dancing Bird is one of the cultural attractions. While here, Duck Lake and Kirby Lake are other places worth a visit.

What’s a vacation rental in Cumberland like?

A vacation rental is a private property you can book for a long or short time in Cumberland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.